Synthesis of Arabino glycosyl triazoles as potential inhibitors of mycobacterial cell wall biosynthesis.
A series of arabino glycosyl triazoles with varying hydrophobic groups were synthesised as putative mimics of decaprenolphosphoarabinose (DPA) as potential inhibitors of mycobacterial cell wall biosynthesis. Biological testing against Mycobacterium bovis BCG revealed low to moderate anti-mycobacterial activity, with strong dependence on the identity of the hydrophobic side chain.
Wilkinson
Brendan L
BL
Department of Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK.
Long
Hilary
H
Sim
Edith
E
Fairbanks
Antony J
AJ
D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001089:Arabinose / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology*; D002473:Cell Wall / Q000187:drug effects / Q000378:metabolism; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D007538:Isoniazid / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009163:Mycobacterium bovis / Q000187:drug effects* / Q000378:metabolism; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000995:Antitubercular Agents; D006027:Glycosides; D014230:Triazoles; D001089:Arabinose; D007538:Isoniazid